Reaktion #66629

Reaktionsgleichung

4-chloro-5-(2-isopropyl-4-methoxy-5-methyl-phenoxy)-pyrimidin-2-ylamine

aniline

Methylene chloride

→

5-(2-Isopropyl-4-methoxy-5-methyl-phenoxy)-N4-phenyl-pyrimidine-2,4-diamine

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas placed in a sealed tube
2. 2
   Sonstigeinsoluble solid was removed by filtration through celite
3. 3
   WaschenThe combined methylene chloride filtrate was washed with water
4. 4
   Trocknendried over anhydrous sodium sulfate
5. 5
   SonstigeAfter removal of the drying agent
6. 6
   Einengenthe organic phase was concentrated under reduced pressure
7. 7
   SonstigeThe residue was purified with silica gel chromatography (2% methanol in methylene chloride)
8. 8
   Sonstigeto yield a yellow oily residue, which
9. 9
   Sonstigewas further purified with preparative TLC and HPLC (5 to 100% acetonitrile in water with 0.1% trifluoroacetic acid

Vorschrift

A suspension of 4-chloro-5-(2-isopropyl-4-methoxy-5-methyl-phenoxy)-pyrimidin-2-ylamine (0.043 g, 0.14 mmol) in aniline (4 ml) was placed in a sealed tube and heated at 100° C. over night. Methylene chloride was added and insoluble solid was removed by filtration through celite. The combined methylene chloride filtrate was washed with water and dried over anhydrous sodium sulfate. After removal of the drying agent, the organic phase was concentrated under reduced pressure. The residue was purified with silica gel chromatography (2% methanol in methylene chloride) to yield a yellow oily residue, which was further purified with preparative TLC and HPLC (5 to 100% acetonitrile in water with 0.1% trifluoroacetic acid to yield 5-(2-Isopropyl-4-methoxy-5-methyl-phenoxy)-N4-phenyl-pyrimidine-2,4-diamine, M+H: 365.

Quelle